ACCESSION: MSBNK-Eawag-EA268211
RECORD_TITLE: Reserpine; LC-ESI-ITFT; MS2; CE: 60%; R=15000; [M+H]+
DATE: 2014.01.14
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2012 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 2682
CH$NAME: Reserpine
CH$NAME: (1S,2R,3R,4aS,13bR,14aS)-2,11-dimethoxy-3-(3,4,5-trimethoxybenzoyl)oxy-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydroisoquinolino[3,2-a]$b-carboline-1-carboxylic acid methyl ester
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C33H40N2O9
CH$EXACT_MASS: 608.2734
CH$SMILES: CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C([C@H]3C[C@@H]2[C@@H]1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
CH$IUPAC: InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24-,27-,28+,31+/m1/s1
CH$LINK: CAS
50-55-5
CH$LINK: CHEBI
28487
CH$LINK: KEGG
C06539
CH$LINK: PUBCHEM
CID:5770
CH$LINK: INCHIKEY
QEVHRUUCFGRFIF-MDEJGZGSSA-N
CH$LINK: CHEMSPIDER
5566
CH$LINK: COMPTOX
DTXSID7021237
AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 8.3 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 609.2812
MS$FOCUSED_ION: PRECURSOR_M/Z 609.2807
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Spline
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.3.1
PK$SPLASH: splash10-00dj-0910000000-c3773763c7f72b03b234
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0385 C4H5+ 1 53.0386 -2.2
65.0386 C5H5+ 1 65.0386 -0.41
67.0543 C5H7+ 1 67.0542 0.8
71.0491 C4H7O+ 1 71.0491 -0.3
75.044 C3H7O2+ 1 75.0441 -0.34
77.0386 C6H5+ 1 77.0386 -0.35
79.0542 C6H7+ 1 79.0542 -0.34
80.0494 C5H6N+ 1 80.0495 -1.44
81.0335 C5H5O+ 1 81.0335 -0.14
81.0698 C6H9+ 1 81.0699 -0.58
82.0652 C5H8N+ 1 82.0651 0.78
91.0542 C7H7+ 1 91.0542 -0.18
92.0496 C6H6N+ 1 92.0495 1.57
93.0336 C6H5O+ 1 93.0335 0.63
93.0573 C6H7N+ 1 93.0573 -0.22
93.0698 C7H9+ 1 93.0699 -1.25
94.0414 C6H6O+ 1 94.0413 0.78
94.0651 C6H8N+ 1 94.0651 -0.06
95.0491 C6H7O+ 1 95.0491 -0.33
96.057 C6H8O+ 1 96.057 -0.17
97.0647 C6H9O+ 1 97.0648 -0.73
101.0597 C5H9O2+ 1 101.0597 0.14
103.0541 C8H7+ 1 103.0542 -1.23
105.0335 C7H5O+ 1 105.0335 -0.2
105.0445 C6H5N2+ 1 105.0447 -1.85
105.0699 C8H9+ 1 105.0699 -0.16
106.0414 C7H6O+ 1 106.0413 1.07
106.0651 C7H8N+ 1 106.0651 -0.24
107.0491 C7H7O+ 1 107.0491 -0.67
108.0569 C7H8O+ 1 108.057 -0.71
108.0807 C7H10N+ 1 108.0808 -0.61
109.0285 C6H5O2+ 1 109.0284 0.59
109.0647 C7H9O+ 1 109.0648 -0.47
111.044 C6H7O2+ 1 111.0441 -0.59
111.0804 C7H11O+ 1 111.0804 -0.28
113.0232 C5H5O3+ 1 113.0233 -1.07
113.0597 C6H9O2+ 1 113.0597 -0.23
115.0542 C9H7+ 1 115.0542 -0.58
116.062 C9H8+ 1 116.0621 -0.27
117.0571 C8H7N+ 1 117.0573 -1.29
117.0699 C9H9+ 1 117.0699 -0.23
118.065 C8H8N+ 1 118.0651 -1.06
120.0807 C8H10N+ 1 120.0808 -0.63
121.0283 C7H5O2+ 1 121.0284 -0.63
121.0648 C8H9O+ 1 121.0648 -0.09
122.0362 C7H6O2+ 1 122.0362 -0.5
122.0724 C8H10O+ 1 122.0726 -1.61
123.0438 C7H7O2+ 1 123.0441 -2.4
123.0804 C8H11O+ 1 123.0804 -0.17
124.0518 C7H8O2+ 1 124.0519 -0.49
128.0463 C6H8O3+ 1 128.0468 -4.03
129.0699 C10H9+ 1 129.0699 -0.05
130.065 C9H8N+ 1 130.0651 -1.04
131.049 C9H7O+ 1 131.0491 -0.7
131.0729 C9H9N+ 1 131.073 -0.69
131.0853 C10H11+ 1 131.0855 -1.73
132.0569 C9H8O+ 1 132.057 -0.5
132.0807 C9H10N+ 1 132.0808 -0.88
133.0522 C8H7NO+ 1 133.0522 -0.19
133.0643 C9H9O+ 1 133.0648 -3.77
134.036 C8H6O2+ 1 134.0362 -1.87
135.0436 C8H7O2+ 1 135.0441 -3.23
135.0804 C9H11O+ 1 135.0804 -0.6
136.0756 C8H10NO+ 1 136.0757 -0.44
137.0231 C7H5O3+ 1 137.0233 -1.32
137.0594 C8H9O2+ 1 137.0597 -2.09
137.0958 C9H13O+ 1 137.0961 -1.91
139.0753 C8H11O2+ 1 139.0754 -0.47
141.0184 C6H5O4+ 1 141.0182 1.17
142.065 C10H8N+ 1 142.0651 -0.74
143.0487 C10H7O+ 1 143.0491 -2.81
143.0729 C10H9N+ 1 143.073 -0.14
144.0566 C10H8O+ 1 144.057 -2.47
144.0807 C10H10N+ 1 144.0808 -0.46
145.0524 C9H7NO+ 1 145.0522 1.2
145.0645 C10H9O+ 1 145.0648 -2.22
145.0886 C10H11N+ 1 145.0886 -0.07
146.0599 C9H8NO+ 1 146.06 -0.76
146.0964 C10H12N+ 1 146.0964 -0.18
147.0678 C9H9NO+ 1 147.0679 -0.31
147.0804 C10H11O+ 1 147.0804 -0.55
148.0756 C9H10NO+ 1 148.0757 -0.75
149.0597 C9H9O2+ 1 149.0597 -0.17
150.091 C9H12NO+ 1 150.0913 -2.13
151.0387 C8H7O3+ 1 151.039 -1.59
152.0467 C8H8O3+ 1 152.0468 -0.69
154.0621 C8H10O3+ 1 154.0624 -2.18
155.0734 C11H9N+ 1 155.073 3.09
156.0416 C7H8O4+ 1 156.0417 -0.9
156.0809 C11H10N+ 1 156.0808 0.67
157.0884 C11H11N+ 1 157.0886 -1.02
158.0597 C10H8NO+ 1 158.06 -1.96
158.0962 C11H12N+ 1 158.0964 -1.43
159.0678 C10H9NO+ 1 159.0679 -0.54
160.0755 C10H10NO+ 1 160.0757 -0.88
161.0596 C10H9O2+ 1 161.0597 -0.91
161.0834 C10H11NO+ 1 161.0835 -0.41
162.0913 C10H12NO+ 1 162.0913 -0.5
164.107 C10H14NO+ 1 164.107 -0.06
166.086 C9H12NO2+ 1 166.0863 -1.78
167.0701 C9H11O3+ 1 167.0703 -0.96
170.0601 C11H8NO+ 1 170.06 0.41
172.0757 C11H10NO+ 1 172.0757 -0.12
173.0834 C11H11NO+ 1 173.0835 -0.55
174.0913 C11H12NO+ 1 174.0913 -0.12
175.075 C11H11O2+ 1 175.0754 -1.81
175.0947 C6H13N3O3+ 1 175.0951 -2.64
176.1069 C11H14NO+ 1 176.107 -0.46
178.0861 C10H12NO2+ 1 178.0863 -0.98
179.0696 C10H11O3+ 1 179.0703 -3.63
182.0962 C13H12N+ 1 182.0964 -1.08
183.0673 C12H9NO+ 1 183.0679 -3.2
184.0364 C8H8O5+ 1 184.0366 -1.22
184.0756 C12H10NO+ 1 184.0757 -0.38
185.0837 C12H11NO+ 1 185.0835 0.78
186.0912 C12H12NO+ 1 186.0913 -0.86
187.0991 C12H13NO+ 1 187.0992 -0.24
188.0695 C9H8N4O+ 1 188.0693 1.21
188.1069 C12H14NO+ 1 188.107 -0.69
190.0862 C11H12NO2+ 1 190.0863 -0.45
192.1018 C11H14NO2+ 1 192.1019 -0.39
195.0652 C10H11O4+ 1 195.0652 0.18
196.069 C5H12N2O6+ 1 196.069 0.06
197.0832 C13H11NO+ 1 197.0835 -1.65
198.0911 C13H12NO+ 1 198.0913 -1.31
199.0865 C12H11N2O+ 1 199.0866 -0.35
199.0991 C13H13NO+ 1 199.0992 -0.18
200.1069 C13H14NO+ 1 200.107 -0.7
201.1024 C12H13N2O+ 1 201.1022 0.85
204.1017 C12H14NO2+ 1 204.1019 -1
205.0884 C15H11N+ 1 205.0886 -0.93
210.0914 C14H12NO+ 1 210.0913 0.05
211.0994 C14H13NO+ 1 211.0992 1.02
212.0947 C13H12N2O+ 1 212.0944 1.35
212.1067 C14H14NO+ 1 212.107 -1.51
213.1019 C13H13N2O+ 1 213.1022 -1.45
214.1099 C13H14N2O+ 1 214.1101 -0.72
215.1179 C13H15N2O+ 1 215.1179 0.19
216.102 C13H14NO2+ 1 216.1019 0.53
219.1047 C16H13N+ 1 219.1043 1.87
221.0827 C15H11NO+ 1 221.0835 -3.69
222.0913 C15H12NO+ 1 222.0913 -0.09
222.1125 C12H16NO3+ 1 222.1125 0.36
223.0988 C15H13NO+ 1 223.0992 -1.64
224.1069 C15H14NO+ 1 224.107 -0.63
224.1275 C12H18NO3+ 1 224.1281 -2.63
225.1025 C14H13N2O+ 1 225.1022 1.34
225.1152 C15H15NO+ 1 225.1148 1.75
226.1225 C15H16NO+ 1 226.1226 -0.49
227.1177 C14H15N2O+ 1 227.1179 -0.92
229.1338 C14H17N2O+ 1 229.1335 1.01
230.0973 C17H12N+ 1 230.0964 3.67
233.1198 C17H15N+ 1 233.1199 -0.35
234.091 C16H12NO+ 1 234.0913 -1.37
235.0993 C16H13NO+ 1 235.0992 0.49
236.0935 C15H12N2O+ 1 236.0944 -3.83
236.1067 C16H14NO+ 1 236.107 -1.19
236.1278 C13H18NO3+ 1 236.1281 -1.19
237.1019 C15H13N2O+ 1 237.1022 -1.26
237.1149 C16H15NO+ 1 237.1148 0.48
238.1101 C15H14N2O+ 1 238.1101 0.07
238.1225 C16H16NO+ 1 238.1226 -0.63
239.1178 C15H15N2O+ 1 239.1179 -0.54
239.1304 C16H17NO+ 1 239.1305 -0.32
245.1192 C18H15N+ 1 245.1199 -2.86
246.0905 C17H12NO+ 1 246.0913 -3.42
247.0992 C17H13NO+ 1 247.0992 -0.06
248.1068 C17H14NO+ 1 248.107 -0.97
249.103 C16H13N2O+ 1 249.1022 3.09
249.1146 C17H15NO+ 1 249.1148 -1.03
250.1102 C16H14N2O+ 1 250.1101 0.54
250.1226 C17H16NO+ 1 250.1226 -0.24
251.1177 C16H15N2O+ 1 251.1179 -0.83
252.1258 C16H16N2O+ 1 252.1257 0.3
252.1372 C17H18NO+ 1 252.1383 -4.4
253.1333 C16H17N2O+ 1 253.1335 -0.99
260.1066 C18H14NO+ 1 260.107 -1.42
261.1146 C18H15NO+ 1 261.1148 -0.98
262.1223 C18H16NO+ 1 262.1226 -1.49
263.1304 C18H17NO+ 1 263.1305 -0.17
264.1016 C17H14NO2+ 1 264.1019 -1
264.1259 C17H16N2O+ 1 264.1257 0.59
264.1383 C18H18NO+ 1 264.1383 -0.12
265.1332 C17H17N2O+ 1 265.1335 -1.09
266.1419 C17H18N2O+ 1 266.1414 2.16
267.1484 C17H19N2O+ 1 267.1492 -2.84
272.1072 C19H14NO+ 1 272.107 0.73
273.1143 C19H15NO+ 1 273.1148 -1.81
274.0859 C18H12NO2+ 1 274.0863 -1.19
274.1227 C19H16NO+ 1 274.1226 0.07
275.1309 C19H17NO+ 1 275.1305 1.51
276.102 C18H14NO2+ 1 276.1019 0.49
276.138 C19H18NO+ 1 276.1383 -1.05
278.1173 C18H16NO2+ 1 278.1176 -0.81
279.1495 C18H19N2O+ 1 279.1492 1.15
288.1374 C20H18NO+ 1 288.1383 -3.13
289.1098 C19H15NO2+ 1 289.1097 0.07
290.1171 C19H16NO2+ 1 290.1176 -1.47
291.1486 C19H19N2O+ 1 291.1492 -2.06
294.1498 C19H20NO2+ 1 294.1489 3.31
304.1336 C20H18NO2+ 1 304.1332 1.27
305.1647 C20H21N2O+ 1 305.1648 -0.46
306.1121 C19H16NO3+ 1 306.1125 -1.34
333.1597 C21H21N2O2+ 1 333.1598 -0.04
336.1586 C21H22NO3+ 1 336.1594 -2.44
350.1622 C21H22N2O3+ 1 350.1625 -0.7
363.169 C19H25NO6+ 2 363.1676 3.86
365.1855 C22H25N2O3+ 1 365.186 -1.26
382.1879 C22H26N2O4+ 1 382.1887 -2.01
395.1962 C23H27N2O4+ 1 395.1965 -0.9
448.2038 C31H28O3+ 1 448.2033 1.03
PK$NUM_PEAK: 211
PK$PEAK: m/z int. rel.int.
53.0385 6212.7 3
65.0386 7940.7 4
67.0543 6654.4 3
71.0491 6392.7 3
75.044 7932.3 4
77.0386 21800.3 11
79.0542 50325.1 25
80.0494 9497.8 4
81.0335 41663.2 21
81.0698 19895.1 10
82.0652 5498.2 2
91.0542 46646.1 23
92.0496 5265.5 2
93.0336 4893 2
93.0573 5474.9 2
93.0698 7339.6 3
94.0414 7700.6 3
94.0651 25182.6 12
95.0491 14462.9 7
96.057 31560.1 15
97.0647 12907.3 6
101.0597 4967.6 2
103.0541 7177.8 3
105.0335 5990.6 3
105.0445 9983.2 5
105.0699 16404.6 8
106.0414 4293 2
106.0651 17972.8 9
107.0491 19104.8 9
108.0569 25408.4 12
108.0807 12605.1 6
109.0285 12065.2 6
109.0647 84530.7 42
111.044 31275.6 15
111.0804 24048.3 12
113.0232 7626.9 3
113.0597 15321.9 7
115.0542 33199 16
116.062 8337.5 4
117.0571 7553.7 3
117.0699 23734.1 12
118.065 32907.9 16
120.0807 27364.2 13
121.0283 9118.1 4
121.0648 22483.9 11
122.0362 60512.1 30
122.0724 9495.1 4
123.0438 4264.7 2
123.0804 8644.5 4
124.0518 70253.1 35
128.0463 6015.5 3
129.0699 16258.5 8
130.065 46221.2 23
131.049 8566.8 4
131.0729 138093.8 69
131.0853 11029.9 5
132.0569 10125.8 5
132.0807 66765.3 33
133.0522 3680.3 1
133.0643 5803.3 2
134.036 7449.3 3
135.0436 10150.6 5
135.0804 10623.9 5
136.0756 12184.5 6
137.0231 23476.4 11
137.0594 12197.9 6
137.0958 4012.4 2
139.0753 257168.2 130
141.0184 6847.5 3
142.065 36882.7 18
143.0487 11334.7 5
143.0729 169421.6 85
144.0566 9217.4 4
144.0807 76313.1 38
145.0524 4411.4 2
145.0645 8160.4 4
145.0886 14548.6 7
146.0599 20929.6 10
146.0964 12484.4 6
147.0678 22443.7 11
147.0804 55938.8 28
148.0756 52387.2 26
149.0597 28695.5 14
150.091 9719 4
151.0387 19072.4 9
152.0467 295094.3 149
154.0621 5222.6 2
155.0734 3539.9 1
156.0416 19361.8 9
156.0809 14280.4 7
157.0884 14923.7 7
158.0597 19008.5 9
158.0962 5780 2
159.0678 375149.3 190
160.0755 160831.6 81
161.0596 13500.2 6
161.0834 65172.1 33
162.0913 35846.7 18
164.107 10422.7 5
166.086 5017.2 2
167.0701 93508.8 47
170.0601 6811.9 3
172.0757 40014.8 20
173.0834 59554.9 30
174.0913 1970882.8 999
175.075 12910.8 6
175.0947 17525.9 8
176.1069 12389.2 6
178.0861 12412.8 6
179.0696 4892.8 2
182.0962 5761.6 2
183.0673 7690.4 3
184.0364 7592.4 3
184.0756 24247.4 12
185.0837 24796.1 12
186.0912 69249.6 35
187.0991 31816.7 16
188.0695 5543.5 2
188.1069 74023.6 37
190.0862 18721 9
192.1018 67586.7 34
195.0652 1641639.5 832
196.069 10496.8 5
197.0832 19287.4 9
198.0911 38171.4 19
199.0865 25885 13
199.0991 19770.3 10
200.1069 71239.9 36
201.1024 17192.9 8
204.1017 42750.3 21
205.0884 5407.5 2
210.0914 35383.1 17
211.0994 16961.1 8
212.0947 11220.3 5
212.1067 26718.9 13
213.1019 15335.5 7
214.1099 21240.4 10
215.1179 20221.4 10
216.102 3711.2 1
219.1047 5790.3 2
221.0827 7298.8 3
222.0913 13789.2 6
222.1125 3899.8 1
223.0988 22876.7 11
224.1069 48094 24
224.1275 9316.1 4
225.1025 8442.3 4
225.1152 5565.6 2
226.1225 17972 9
227.1177 35424.4 17
229.1338 4878.2 2
230.0973 4019.8 2
233.1198 3973.8 2
234.091 10818.5 5
235.0993 10573 5
236.0935 5264.8 2
236.1067 32550.3 16
236.1278 36197.7 18
237.1019 17097.3 8
237.1149 19854.2 10
238.1101 11162.3 5
238.1225 39275.9 19
239.1178 26657.5 13
239.1304 9433.1 4
245.1192 4825 2
246.0905 6380.2 3
247.0992 14748.2 7
248.1068 40389.3 20
249.103 3630.7 1
249.1146 10497.1 5
250.1102 9599 4
250.1226 20688.1 10
251.1177 66336 33
252.1258 5895.2 2
252.1372 4519.1 2
253.1333 22233.6 11
260.1066 21631.4 10
261.1146 39934.3 20
262.1223 48128.4 24
263.1304 9636.5 4
264.1016 14099.4 7
264.1259 10662 5
264.1383 12204.2 6
265.1332 48747.9 24
266.1419 10087.9 5
267.1484 12862.8 6
272.1072 5105.5 2
273.1143 12130.9 6
274.0859 6483.8 3
274.1227 27780 14
275.1309 8327.4 4
276.102 9168.3 4
276.138 48972.6 24
278.1173 6122.1 3
279.1495 6013.7 3
288.1374 14033.5 7
289.1098 6894.7 3
290.1171 9052.9 4
291.1486 13265.6 6
294.1498 3849.4 1
304.1336 14288.4 7
305.1647 17577.6 8
306.1121 7462.9 3
333.1597 7635.9 3
336.1586 13317.9 6
350.1622 18354 9
363.169 6336.6 3
365.1855 44613.1 22
382.1879 7246.8 3
395.1962 6466.3 3
448.2038 6931.1 3
//
